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Compound Detail

CHEMBL1501

FLUOCINONIDE
💊 Approved Drug
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💊 Approved Drug
CC(=O)OCC(=O)[C@@]12OC(C)(C)O[C@@H]1C[C@H]1[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]12C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1501
Name FLUOCINONIDE
Phase Approved
Structure Type MOL
InChI Key WJOHZNCJWYWUJD-IUGZLZTKSA-N
Therapeutic ✓ Yes

Known Names

Fluocinolide Fluocinonida Fluocinonide Fluocinonide emulsified base Lidex Lidex-e Metosyn Metosyn fapg NSC-101791 Vanos
2
Targets
4
Activities
2
Assay Types
0
PK Parameters
20
Publications
10
Known Names
5
Indications
1
Mechanisms

Molecular Properties

494.5
MW (Da)
2.94
ALogP
7
HBA
1
HBD
99.1
PSA (Ų)
0.60
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1971
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Topical

Flags

Black Box Warning
USAN Stem -onide
USAN Year 1970

Extended Properties

Molecular Formula C26H32F2O7
MW 494.53
Aromatic Rings 0
Heavy Atoms 35
NP-Likeness 1.90

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Glucocorticoid receptor agonist AGONIST Glucocorticoid receptor ✓ ✓

Indications

Hemorrhoids Skin Diseases Breast Neoplasms Dermatitis, Atopic Psoriasis

ATC Classification

C05AA11
fluocinonide
Level 1: CARDIOVASCULAR SYSTEM
Level 2: VASOPROTECTIVES
D07AC08
fluocinonide
Level 1: DERMATOLOGICALS
Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

IC50 2 meas. best 8.28
Ki 2 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glucocorticoid receptor
CHEMBL2034
 Ki 8.62 8.62 2.4 1
Progesterone receptor
CHEMBL1909044
 Ki 8.54 8.54 2.9 1
Glucocorticoid receptor
CHEMBL2034
 IC50 8.28 8.28 5.3 1
Progesterone receptor
CHEMBL1909044
 IC50 7.66 7.66 22.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glucocorticoid receptor Ki = 2.392 nM 8.62 DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) -
Progesterone receptor Ki = 2.904 nM 8.54 DRUGMATRIX: Progesterone radioligand binding (ligand: [3H] R-5020) -
Glucocorticoid receptor IC50 = 5.263 nM 8.28 DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) -
Progesterone receptor IC50 = 22.0 nM 7.66 DRUGMATRIX: Progesterone radioligand binding (ligand: [3H] R-5020) -

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
- 10.6019/CHEMBL4495565 SARS-CoV-2 6
- 10.6019/CHEMBL4808148 Histone deacetylase 6 4
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 3
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.6019/CHEMBL4513141 Cryptococcus neoformans 1
- 10.6019/CHEMBL4513141 Escherichia coli 1
- 10.6019/CHEMBL4513141 Klebsiella pneumoniae 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
- 10.6019/CHEMBL4513141 Acinetobacter baumannii 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
3783574 10.1021/jm00161a001 Homo sapiens 1

Data from ChEMBL 36 via Core Engine